A term used to mock the hairstyles of two characters from the anime Katekyo Hitman Reborn!. Mukuro Rukudo and Chrome Dukuro's hair have spikey point in the back heads, and therefore they look like pineapples. Fans of the show tend to draw and doodle Mukuro and Chrome with pineapples.

Someone who is really really smart but at the same time really really dumb. They suffer from severe confusion when encountering two people with the same name. A Pineapple Head loves video games and eating pineapples. He/She is not rude, but will occasionally make a poorly timed comment. Overall good guy, just suffers from being from Hawaii.

Someone with an abnormally large head oblong in shape with a faded hair cut with either a But cut (Parted down the center) or spikey hair.

Homer Simpson, Bart Simpson. Used in a sentence "Hey Copernicus, why don't you take your Pineapple Head and your parachute pants and navigate to the back of the line, standing there in your bowling shirt and your plantar fasciitis"